Compare Florida Keys Condo Rentals

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Featured Condo Rentals in Florida Keys

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Florida Keys

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $233 nightly
    The price is $263 total per night from Jan 25 to Jan 26
    $263 total
    Jan 25 - Jan 26, 2026
    Total with taxes and fees
    9.2/10 Wonderful! (1,602 reviews)
    Hawks Cay Resort

    Hawks Cay Resort

    61 Hawks Cay Blvd Marathon FL
    $310 nightly
    The price is $348 total per night from Jan 4 to Jan 5
    $348 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    8/10 Very Good! (1,000 reviews)
    Isla Bella Beach Resort & Spa

    Isla Bella Beach Resort & Spa

    1 Knights Key Boulevard Marathon FL
    $407 nightly
    The price is $458 total per night from Jan 6 to Jan 7
    $458 total
    Jan 6 - Jan 7, 2026
    Total with taxes and fees
    9/10 Wonderful! (1,067 reviews)

Luxury Condos

Find luxury condos in Florida Keys
Get your vacation off to a fabulous start by booking a luxury condo in Florida Keys. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Florida Keys condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Florida Keys will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Florida Keys Condo Rentals essential information

Accommodation
188 Condo Rentals
Lowest Price
$263
Highest Price
$458
Popular accommodation
Mariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball, Ohana Cay 4 bed & 4 bath Unit 906 @Mariners Club - Sleeps 10!!, Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico., Indigo Reef Resort Villas & Marina by KeysCaribbean, Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball, Oceanfront Community, Luxury,Beach,Pools, TOP AMENITIES & VALUE in FLORIDA KEYS, Vibrant, waterfront retreat with WiFi, balcony & dock access, The Reef at Marathon, Florida Keys, The Reef at Marathon